2-[4-(1H-imidazol-1-yl)phenoxy]ethanamine dihydrochloride | 122958-35-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[4-(1H-imidazol-1-yl)phenoxy]ethanamine dihydrochloride
• 英文别名: 2-<4-(1H-imidazol-1-yl)phenoxy>ethanamine dihydrochloride
• CAS: 122958-35-4
• 化学式: C₁₁H₁₃N₃O*2ClH
• 分子量: 276.166
• InChiKey: APFUFRRADIFAIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.63
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  53.07
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-[(4-(methanesulfonamido)phenoxy)methyl]oxirane 、 2-[4-(1H-imidazol-1-yl)phenoxy]ethanamine dihydrochloride 在 盐酸 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 生成 N-[4-[2-Hydroxy-3-[[2-[4-(1H-imidazol-1-yl)phenoxy]ethyl]amino]propoxy]phenyl]methanesulfonamide hydrochloride
  参考文献：
  名称：

  Derivatized alkanolamines as cardiovascular agents

  摘要：

  以下结构式##STR1##的新型衍生烷醇胺被描述为有用的心血管药物。特别描述了它们作为表现出抗心律失常作用的心血管药物的有用性。所述的抗心律失常作用属于II类/III类结合型。还描述了含有这类化合物的药物配方。

  公开号：

  US05051423A1
• 作为产物：
  描述：

  1-(咪唑-1-基)苯酚 在 盐酸 作用下， 反应 7.5h， 生成 2-[4-(1H-imidazol-1-yl)phenoxy]ethanamine dihydrochloride
  参考文献：
  名称：

  Synthesis of novel (aryloxy)propanolamines and related compounds possessing both class II and class III antiarrhythmic activity

  摘要：

  Several (aryloxy)propanolamines and related compounds (i.e. 5-13, 16-18, 20-24, 27-33, 35, 37-39, 41, and 42) were synthesized and investigated for their class III electrophysiological activity and class II (beta-blocking) effects with use of in vitro and in vivo models. Structure-activity relationships are discussed for a series of 30 compounds. A number of these compounds prolonged the action potential duration at 95% repolarization of isolated canine cardiac Purkinje fibers by 20% (C20APD95) at concentrations of less than 1.0 microM, with no significant effects on cardiac conduction. beta-Adrenergic receptor binding studies showed that some of these compounds were 2-20 times more potent for cardiac beta 1 receptors than for beta 2 receptors. In particular, compounds 32, 41, 1, and especially (S)-1 were found to be orally active class III agents in anesthetized mongrel dogs (1 or 3 mg/kg, id) and efficacious at suppressing programmed electrical stimulation induced arrhythmias in halothane-anesthetized dogs. The profile of these compounds was similar to that found for sotalol. Compound (S)-1, which was more potent than sotalol in the PES study and equieffective in the halothane/epinephrine dog model, is being investigated further as a combined class III/II antiarrhythmic agent.

  DOI：

  10.1021/jm00172a033

文献信息

• 1-(4-Substituted phenyl)-1H-imidazoles compounds
  申请人：Schering A.G.

  公开号：US04851526A1

  公开（公告）日：1989-07-25

  Novel 1-(4-substituted phenyl)-1H-imidazoles and their use as antiarrhythmic, anti-hypertensive and anti-ischemic agents is described. Pharmaceutical formulations containing such compounds are also discussed.

  描述了1-(4-取代苯基)-1H-咪唑类化合物及其作为抗心律失常、降压和抗缺血剂的用途。还讨论了含有这些化合物的药物配方。